Search Cheap Flights to
Middlesboro

Search 400 airlines and 321,000 hotels worldwide.

Stop Planning & Start Exploring

FREE 24 hour cancellation on most flights

Middlesboro Flights as Low as $199

Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.

American Airlines
Delta
American Airlines
Frontier Airlines
Delta
Frontier Airlines
Frontier Airlines
American Airlines
Frontier Airlines
Delta
Bargain Flight
American Airlines
American Airlines
American Airlines
Frontier Airlines
Bargain Flight

Cheap Flights to Middlesboro

Fall in love at first flight with your vacation to Middlesboro by saving a ton of cash on your last-minute cheap flight. There’s no more scouring the internet for a good deal—book your flight to Middlesboro on Hotwire, and you’ll be up, up, and on a getaway in no time.

Because once the wheels are down in Middlesboro, the good times start rolling. So buckle up, you’re in for a fun ride.

Frequently Asked Questions About flights to Middlesboro

Don’t waste your time on endless searches for cheap airline tickets oneway or roundtrip. We’ll have you on your way to Middlesboro with a tiny bag of pretzels in your hand before you can say “tray tables in the upright position”—and for a ticket price that works for your vacay budget.

So all you have to worry about is where you’re headed after the TYS airport.

What is the cheapest month to fly to Middlesboro?

Airline ticket prices fluctuate all the time, depending on the day of the week or the month of the year. The cheapest round trip flights to Middlesboro are in May, but when you book your flight on Hotwire, savings are always in season.

How many airlines fly to Middlesboro?

Variety is the spice of life, even when it comes to booking your next trip. Want options for airlines? You’ll find 14 to choose from for your flight to Middlesboro.

What airport is best to fly into Middlesboro?

When you’re planning your trip to Middlesboro, convenience is the name of the game. Luckily, Middlesboro McGhee Tyson Airport is nearby so you can deplane and get going on checking off everything on your Middlesboro must-do list.

How much are flights to Middlesboro?

Got very cheap flights on your vacation itinerary? When you book your airline tickets to Middlesboro on Hotwire, you may just get what’s on your getaway wish list. With tickets as low as $199, you’ll have leftover cash for at least a magazine and a bottle of water at the airport book store.

How to get cheap flights to Middlesboro?

The trick to saving a stack of cash on your flight to Middlesboro? Snatch up that Hotwire flight deal when you see a killer rate because it could be gone in a flash. And with flights as low as $199 right now, why wait?

Middlesboro Flight Information
Destination airport
McGhee Tyson
Destination airport IATA code
TYS
Roundtrip price
$198

Last Minute Hotel Deals in Middlesboro

Sleep Inn & Suites Middlesboro

Sleep Inn & Suites Middlesboro

2.5 out of 5
1260 N, 12th Street Middlesboro KY
Book a stay at this business-friendly hotel in Middlesboro. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
9.2/10 Wonderful! (832 reviews)
Beds super comfy

Reviewed on Mar 14, 2026

Sleep Inn & Suites Middlesboro
Holiday Inn Express Middlesboro by IHG

Holiday Inn Express Middlesboro by IHG

2.5 out of 5
1252 N 12th St Middlesboro KY
Book a stay at this business-friendly hotel in Middlesboro. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
Holiday Inn Express Middlesboro by IHG
Suburban Studios Middlesboro

Suburban Studios Middlesboro

2 out of 5
1623 Cumberland Avenue Building B Middlesboro KY
Stay at this hotel in Middlesboro. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Bell County Historical Society Museum and Middlesboro ...
8.2/10 Very Good! (76 reviews)
It was time to stop and came across this place on Expedia so decided to book a room. Check in location is not in the same building so had to locate it to get checked in. Lady was very friendly checking us in. We were on 2nd floor. The elevator was old and dirty. Our room was ok. Bathroom was clean ...

Reviewed on Mar 13, 2026

Suburban Studios Middlesboro
Econo Lodge Middlesboro

Econo Lodge Middlesboro

2 out of 5
1623 Cumberland Avenue Middlesboro KY
Stay at this motel in Middlesboro. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. ...
7.4/10 Good! (455 reviews)
Kind staff. Not the best as far as cleanliness goes.

Reviewed on Mar 14, 2026

Econo Lodge Middlesboro
Pine Mountain State Resort Park

Pine Mountain State Resort Park

3 out of 5
1050 State Park Road Pineville KY
Book a stay at this golf hotel in Pineville. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff in our reviews. Popular ...
9/10 Wonderful! (691 reviews)
Overall rate is excellent.

Reviewed on Mar 13, 2026

Pine Mountain State Resort Park
Super 8 by Wyndham Williamsburg

Super 8 by Wyndham Williamsburg

2.5 out of 5
30 W Highway 92 Williamsburg KY
Stay at this hotel in Williamsburg. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. Popular attractions ...
5.6/10 (802 reviews)
Parking was perfect

Reviewed on Mar 10, 2026

Super 8 by Wyndham Williamsburg
Days Inn by Wyndham Jellico - Tennessee State Line

Days Inn by Wyndham Jellico - Tennessee State Line

2 out of 5
1417 5th Street Jellico TN
Book a stay at this spa hotel in Jellico. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. ...
7.2/10 Good! (1,001 reviews)
The room appeared clean, but was in poor condition. The floor was coming up in front of and in the bathroom. The room had an overly strong bleach smell which I found to be unpleasant. The room was poorly painted. The attendant at check in was friendly, but overall, not a pleasant stay.

Reviewed on Mar 15, 2026

Days Inn by Wyndham Jellico - Tennessee State Line
Quality Inn Harlan

Quality Inn Harlan

2.5 out of 5
2608 South Highway 421 Harlan KY
Book a stay at this business-friendly hotel in Harlan. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. ...
8.6/10 Excellent! (345 reviews)
Room was dirty

Reviewed on Feb 25, 2026

Quality Inn Harlan
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.